Ethanone, 1-[6-(4,5-dimethoxy-2-nitrophenyl)naphtho[2,3-d]-1,3-dioxol-5-yl]-

Base Information

• Chemical Name: Ethanone, 1-[6-(4,5-dimethoxy-2-nitrophenyl)naphtho[2,3-d]-1,3-dioxol-5-yl]-
• CAS No.: 227951-02-2
• Molecular Formula: C21H17NO7
• Molecular Weight: 395.368
• Mol file: 227951-02-2.mol

Synonyms:

Chemical Property of Ethanone, 1-[6-(4,5-dimethoxy-2-nitrophenyl)naphtho[2,3-d]-1,3-dioxol-5-yl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethanone, 1-[6-(4,5-dimethoxy-2-nitrophenyl)naphtho[2,3-d]-1,3-dioxol-5-yl]-

There total 11 articles about Ethanone, 1-[6-(4,5-dimethoxy-2-nitrophenyl)naphtho[2,3-d]-1,3-dioxol-5-yl]- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 20.0%

trimethyl(2-nitro-4,5-dimethoxyphenyl)stannane (227950-98-3) + 1-aceto-2-bromo-6,7-methylenedioxynaphthalene (227951-00-0) → 1-aceto-2-(3,4-dimethoxy-6-nitrophenyl)-6,7-methylenedioxynaphthalene (227951-02-2)

Guidance literature:

With CuCN; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; Heating;

DOI:10.1016/S0968-0896(03)00053-1

Reference yield:

3-(1,3 benzodioxol-5-yl)propionic acid (2815-95-4) → 1-aceto-2-(3,4-dimethoxy-6-nitrophenyl)-6,7-methylenedioxynaphthalene (227951-02-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 100 percent / TMSCl / 12 h / 20 °C

2.1: NaH / 0.75 h / 70 - 75 °C

2.2: dimethylsulfoxide / 5 - 20 °C

3.1: 60 percent / CF₃CO₂H / benzene / 1.5 h / Heating

4.1: H₂; glacial acetic acid / Pd/C / 40 h / 2068.59 Torr

5.1: PBr₃ / CHCl₃ / 1 h / 0 °C

5.2: CHCl₃ / 1 h / Heating

6.1: DDQ / toluene / 15 h / Heating

7.1: 95 percent / tetrahydrofuran / 1 h / 0 °C

8.1: 85 percent / pyridinium chlorochromate / CH₂Cl₂ / 6 h / 20 °C

9.1: 20 percent / CuCN / Pd(PPh₃)4 / toluene / Heating

With chloro-trimethyl-silane; hydrogen; phosphorus tribromide; sodium hydride; acetic acid; pyridinium chlorochromate; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; chloroform; toluene; benzene; 7.1: Grignard reaction;

DOI:10.1016/S0968-0896(03)00053-1

Reference yield:

3-benzo[1,3]dioxol-5-yl-propionyl chloride (68996-81-6) → 1-aceto-2-(3,4-dimethoxy-6-nitrophenyl)-6,7-methylenedioxynaphthalene (227951-02-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: tetrahydrofuran; acetonitrile; hexane / 4 h / 0 °C

2.1: Rh(OAc)2 / CH₂Cl₂ / 1 h / Heating

3.1: PBr₃ / CHCl₃ / 1 h / 0 °C

3.2: CHCl₃ / 1 h / Heating

4.1: DDQ / toluene / 15 h / Heating

5.1: 95 percent / tetrahydrofuran / 1 h / 0 °C

6.1: 85 percent / pyridinium chlorochromate / CH₂Cl₂ / 6 h / 20 °C

7.1: 20 percent / CuCN / Pd(PPh₃)4 / toluene / Heating

With rhodium(II) acetate; phosphorus tribromide; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; chloroform; toluene; acetonitrile; 5.1: Grignard reaction;

DOI:10.1016/S0968-0896(03)00053-1

upstream raw materials:

trimethyl(2-nitro-4,5-dimethoxyphenyl)stannane

1-aceto-2-bromo-6,7-methylenedioxynaphthalene

3-benzo[1,3]dioxol-5-yl-propionyl chloride

3-(1,3 benzodioxol-5-yl)propionic acid